Regional Property Manager Jobs in Springfield, MA

At WinnCompanies, we believe housing is the foundation for opportunity—and our work is about more than maintaining buildings; it’s about strengthening communities. Through our partnership with Connected Communities, we are committed to making a meaningful and measurable difference in the lives of residents and creating pathways to opportunity for the people who live and work in our communities.The pay range for this opportunity is $22.00 to $23.00 per hour dependent on experience. 

As a Maintenance Apprentice, you will play a vital role in ensuring residents have safe, high-quality homes while building a long-term career for yourself. This program is designed not only to equip you with technical expertise, but also to build the professional skills, confidence, and certifications needed to grow into long-term roles within WinnCompanies. Graduates leave with a strong foundation for career advancement and the opportunity to build a stable, meaningful career that supports both their own goals and the communities they serve.

We are looking for individuals who:

• Care deeply about supporting diverse communities and making a positive impact in people’s everyday lives
• Are motivated to grow—not just technically, but professionally and personally
• Want more than a job—they’re looking for a long-term career with purpose

Maintenance Apprenticeship opportunities are available at the following properties:

• Coes Pond Village (Worcester, MA)
• Lincoln Square (Worcester, MA)
• Mill Valley Estates (Amherst, MA)
• North Village (Webster, MA)
• Saxonville Village (Framingham, MA)

This 12-month career development program combines on-the-job training with expert instruction from WinnCompanies. Participants gain experience as full-time maintenance apprentices along with the following:

• 2,000 hours of on-the-job training and 150 hours of technical instruction at The Peterson School in Worcester, MA in the trades and property management to develop the skills needed to become future industry leaders. Please note that travel and time is compensated for your onsite technical training at Peterson School in Worcester, MA.

• Nationally recognized credentials, including CPR/AED and Safety Certification, OSHA 10, and Certified Maintenance Apprentice Technician (CAMT), as well as industry specific credentials.

• A strong professional foundation and understanding of the trades, safety, customer service, and professional communication skills that will position graduates of the program to advance in facilities management, while earning progressive wage increases.

For more information about the WinnCompanies Maintenance Apprenticeship Program, please click here.

Responsibilities

• Perform repairs in such areas as, but not limited to, appliances, carpentry, hardware accessories, masonry, painting and basic electrical, plumbing and HVAC.
• Complete assigned service requests and repairs consistent with company operating procedures.
• Assist in preparing vacant apartments for market ready status in accordance to company standards.
• Maintain grounds and curb appeal through snow removal, landscaping and trash management activities.
• Be available for on call activity during off hours and emergencies based on a pre-determined schedule and need.

Requirements

• Interest in pursuing a career in maintenance.
• Less than 1 year of relevant work experience.
• A current driver's license in good standing and ability to meet the driving records standards outlined in the Company Safe Vehicular Operations Policy.
• Basic familiarity with computers, tablets, computer systems and web-based applications.
• Excellent customer service skills.
• Good communication and interpersonal skills.
• Ability to speak and understand basic English.
• Ability to take initiative and work proactively.
• Ability to travel to regional property sites and additional trainings as scheduled (mileage reimbursed).
• Ability to meet emergency on-call demands at your assigned property (both weekends and after regular working hours).
• Preferred Qualifications
• Vocational or Technical training.

We strongly encourage applications from individuals with varied backgrounds and experiences, including those from the communities we serve. We believe our teams are strongest when they reflect the diversity of our residents.